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In this work, we report a formal 1,2-acyl transposition through the photochemical exchange of the C\n            <jats:sub>2<\/jats:sub>\n            \u2013C\n            <jats:sub>3<\/jats:sub>\n            positions of C\n            <jats:sub>2<\/jats:sub>\n            -acylated dihydrobenzofurans. This strategy relies on an unusual photochemical isomerization of the dihydrobenzofuran core to a highly electrophilic spiro-cyclopropane intermediate that is then intercepted by a halide nucleophile. A variety of aryl ketones are transposed using 370-nanometer centered irradiation. Additionally, carboxylic acids, esters, and amides can be transposed using 310-nanometer centered irradiation. This work highlights the power of a skeletal rearrangement to achieve a net peripheral modification.\n          <\/jats:p>","DOI":"10.1126\/science.adv9915","type":"journal-article","created":{"date-parts":[[2025,5,22]],"date-time":"2025-05-22T18:45:01Z","timestamp":1747939501000},"page":"631-638","update-policy":"https:\/\/doi.org\/10.34133\/aaas_crossmark","source":"Crossref","is-referenced-by-count":33,"title":["1,2-Acyl transposition through photochemical skeletal rearrangement of 2,3-dihydrobenzofurans"],"prefix":"10.1126","volume":"388","author":[{"ORCID":"https:\/\/orcid.org\/0009-0007-7150-8249","authenticated-orcid":true,"given":"Ryan T.","family":"Steele","sequence":"first","affiliation":[{"name":"Department of Chemistry, University of California, Berkeley, CA, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5976-7041","authenticated-orcid":true,"given":"Motohiro","family":"Fujiu","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of California, Berkeley, CA, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0028-6323","authenticated-orcid":true,"given":"Richmond","family":"Sarpong","sequence":"additional","affiliation":[{"name":"Department of Chemistry, University of California, Berkeley, CA, USA."}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"221","reference":[{"key":"e_1_3_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.2c00797"},{"key":"e_1_3_2_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2020.07.007"},{"key":"e_1_3_2_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.9b00359"},{"key":"e_1_3_2_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b08707"},{"key":"e_1_3_2_6_2","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC04083A"},{"key":"e_1_3_2_7_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.abl7854"},{"key":"e_1_3_2_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c05680"},{"key":"e_1_3_2_9_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41586-023-06347-3"},{"key":"e_1_3_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c15086"},{"key":"e_1_3_2_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202200701"},{"key":"e_1_3_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja9522802"},{"key":"e_1_3_2_13_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200502619"},{"key":"e_1_3_2_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-3773(19991203)38:23<3533::AID-ANIE3533>3.0.CO;2-E"},{"key":"e_1_3_2_15_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo00196a016"},{"key":"e_1_3_2_16_2","doi-asserted-by":"publisher","DOI":"10.1039\/C8NP00072G"},{"key":"e_1_3_2_17_2","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202200012"},{"key":"e_1_3_2_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.0c00247"},{"key":"e_1_3_2_19_2","unstructured":"R. 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